N-[(S)-5-((S)-1-{(S)-1-[(S)-5-Amino-1-((1S,2R)-2-hydroxy-indan-1-ylcarbamoyl)-pentylcarbamoyl]-2-phenyl-ethylcarbamoyl}-2-phenyl-ethylcarbamoyl)-5-tert-butoxycarbonylamino-pentyl]-succinamic acid | 1025993-54-7

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: N-[(S)-5-((S)-1-{(S)-1-[(S)-5-Amino-1-((1S,2R)-2-hydroxy-indan-1-ylcarbamoyl)-pentylcarbamoyl]-2-phenyl-ethylcarbamoyl}-2-phenyl-ethylcarbamoyl)-5-tert-butoxycarbonylamino-pentyl]-succinamic acid
• 英文别名: 4-[[(5S)-6-[[(2S)-1-[[(2S)-1-[[(2S)-6-amino-1-[[(1S,2R)-2-hydroxy-2,3-dihydro-1H-inden-1-yl]amino]-1-oxohexan-2-yl]amino]-1-oxo-3-phenylpropan-2-yl]amino]-1-oxo-3-phenylpropan-2-yl]amino]-5-[(2-methylpropan-2-yl)oxycarbonylamino]-6-oxohexyl]amino]-4-oxobutanoic acid
• CAS: 1025993-54-7
• 化学式: C₄₈H₆₅N₇O₁₀
• 分子量: 900.085
• InChiKey: VHTYYYKYGBPSFJ-RPRJRVRASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  65
• 可旋转键数：
  27
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  267
• 氢给体数：
  9
• 氢受体数：
  11

反应信息

• 作为反应物：
  描述：

  N-[(S)-5-((S)-1-{(S)-1-[(S)-5-Amino-1-((1S,2R)-2-hydroxy-indan-1-ylcarbamoyl)-pentylcarbamoyl]-2-phenyl-ethylcarbamoyl}-2-phenyl-ethylcarbamoyl)-5-tert-butoxycarbonylamino-pentyl]-succinamic acid 在 碳酸氢钠 、 (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.5h， 生成 (2S,5S,8S,23S)-23-Amino-2,5-dibenzyl-3,6,14,17,24-pentaoxo-1,4,7,13,18-pentaaza-cyclotetracosane-8-carboxylic acid ((1S,2R)-2-hydroxy-indan-1-yl)-amide; compound with trifluoro-acetic acid
  参考文献：
  名称：

  Synthesis and activity of HIV protease inhibitors

  摘要：

  We report here the synthesis and activity of HIV protease inhibitors. Ln the first stage hydrophobic compounds incorporating a 'carba' bond surrogate or a beta-homologated residue were synthesized. Secondly, we synthesized cyclic compounds in which we incorporated 2-quinoline carboxylic acid in the P3 position and the amino-hydroxyindane moiety in the P'3. The last part of this work was dedicated to a structure/activity study of a peptide substrate. These modifications allowed us to work up the synthesis of new pseudopeptide bonds: amino-amide and hydroxy-amide, Compounds with activity in the micromolar range were actually a starting point for the synthesis of new protease inhibitors. (C) Elsevier, Paris.

  DOI：

  10.1016/s0223-5234(98)80043-3
• 作为产物：
  描述：

  N-[(S)-5-((S)-1-{(S)-1-[(S)-5-Benzyloxycarbonylamino-1-((1S,2R)-2-hydroxy-indan-1-ylcarbamoyl)-pentylcarbamoyl]-2-phenyl-ethylcarbamoyl}-2-phenyl-ethylcarbamoyl)-5-tert-butoxycarbonylamino-pentyl]-succinamic acid 在 palladium on activated charcoal 氢气 作用下， 生成 N-[(S)-5-((S)-1-{(S)-1-[(S)-5-Amino-1-((1S,2R)-2-hydroxy-indan-1-ylcarbamoyl)-pentylcarbamoyl]-2-phenyl-ethylcarbamoyl}-2-phenyl-ethylcarbamoyl)-5-tert-butoxycarbonylamino-pentyl]-succinamic acid
  参考文献：
  名称：

  Synthesis and activity of HIV protease inhibitors

  摘要：

  We report here the synthesis and activity of HIV protease inhibitors. Ln the first stage hydrophobic compounds incorporating a 'carba' bond surrogate or a beta-homologated residue were synthesized. Secondly, we synthesized cyclic compounds in which we incorporated 2-quinoline carboxylic acid in the P3 position and the amino-hydroxyindane moiety in the P'3. The last part of this work was dedicated to a structure/activity study of a peptide substrate. These modifications allowed us to work up the synthesis of new pseudopeptide bonds: amino-amide and hydroxy-amide, Compounds with activity in the micromolar range were actually a starting point for the synthesis of new protease inhibitors. (C) Elsevier, Paris.

  DOI：

  10.1016/s0223-5234(98)80043-3

文献信息

• Synthesis and activity of HIV protease inhibitors
  作者：Patrick Garrouste、Macek Pawlowski、Thierry Tonnaire、Sames Sicsic、Pascal Dumy、Eve de Rosny、Michèle Reboud-Ravaux、Pierre Fulcrand、Jean Martinez

  DOI：10.1016/s0223-5234(98)80043-3

  日期：1998.6

  We report here the synthesis and activity of HIV protease inhibitors. Ln the first stage hydrophobic compounds incorporating a 'carba' bond surrogate or a beta-homologated residue were synthesized. Secondly, we synthesized cyclic compounds in which we incorporated 2-quinoline carboxylic acid in the P3 position and the amino-hydroxyindane moiety in the P'3. The last part of this work was dedicated to a structure/activity study of a peptide substrate. These modifications allowed us to work up the synthesis of new pseudopeptide bonds: amino-amide and hydroxy-amide, Compounds with activity in the micromolar range were actually a starting point for the synthesis of new protease inhibitors. (C) Elsevier, Paris.